The Top 20 Attractions around Montepulciano
There are plenty of places to see and visit around Montepulciano. Whether you love hiking or cycling, Montepulciano is a region where 20
hidden gems are waiting to be explored and visited. Check the top places to visit in the region and plan your next adventure today.
hidden gems are waiting to be explored and visited. Check the top places to visit in the region and plan your next adventure today.
Last updated: November 26, 2025
Pienza
Highlight • Settlement
A medieval city, awarded by UNESCO as a World Heritage Site. You can enjoy some old churches and palaces here or simply stroll through the atmospheric streets. Also the view from the city wall is great.
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Lakeside Cycle Path – Loop around Lake Trasimeno
Highlight (Segment) • Cycleway
This is the most interesting section of the entire cycle path with many shaded areas and long sections of cycle path immersed in nature.
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Castiglione del Lago Lakeside Sculpture
Highlight • Monument
Castiglione del Lago was our home base. The ancient village has historical attractions and typical local trattorias.
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Madonna di Vitaleta Chapel
Highlight • Religious Site
2021 Unfortunately big construction site with noise and dusty construction vehicles :-( But interesting art :-)
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Historic Center of Montepulciano
Highlight • Settlement
Worth a detour, pretty place
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Still not found the Highlight you’re looking for? See guides of the top attractions in other regions:
San Quirico D'OrciaCastelnuovo BerardengaCastiglione D'OrciaMontalcinoPienzaMonteroni D'ArbiaAscianoTrequandaSan Giovanni D'AssoMonteriggioniGaiole In ChiantiCastellina In ChiantiSovicilleRadda In ChiantiBuonconventoPoggibonsiSan GimignanoMurloCasole D'ElsaTorrita Di SienaRadicofaniRapolano TermeColle Di Val D'ElsaRadicondoliSarteanoMonticianoChianciano TermeSinalungaChiusiChiusdinoAbbadia San SalvatorePiancastagnaioCetonaSan Casciano Dei BagniRiserva Naturale Alto MerseRiserva Naturale Di CastelvecchioLake Chiusi
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